YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Reaction Mechanism in Drug Analysis. V. Color Reaction of Caffeine by Hypochlorous Acid-Pyridine Method
KAZUO KIGASAWA, KAZUMI OHKUBO, TOSHITAKA KOHAGISAWA, HIROAKI SHIMIZU, SETSU SAITOH, TETSUJI KAMETANI
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Keywords: caffeine, hypochlorous acid-pyridine method, color reaction of caffeine and theobromine, sodium 5-(8-caffeinyl)imino-1, 3-pentadien-1-olate, N-(8-caffeinyl)pyridinium triiodide, N-(8-caffeinyl)pyridinium iodide, theobromine
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1977 Volume 97 Issue 1 Pages 18-23

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Abstract

Caffeine (I) and theobromine (II) reacted with pyridine in the presence of hypochlorous acid to give N-(8-xanthinyl)pyridinium salt, which were characterised as the triiodides (IIIa and IIIc) and monoiodides (IIIb and IIId). Treatment of N-(8-caffeinyl)pyridinium iodide (IIIb) with sodium hydroxide afforded sodium 5-(8-caffeinyl)imino-1, 3-pentadien-1-olate (IV). This experiment clarified the mechanism for the color reaction of caffeine by hypochlorous acid-pyridine method.

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